Can I run RDP behind stacked routers

You want to RDP externally into a device behind the wireless and wired routers? Your description is a little unclear.

You'd need to port forward the inbound connection . . . and DHCP complicates that.

So, if I want to RDP into a PC behind the wireless-->wired setup, I would RDP to 5.5.5.5 (or whatever the public IP address of the wireless router is. The wireless router would then need to pass that request to the wired router, which would need to port forward that request to some machine. If you wanted to be able to RDP into several machines . . . you'd end up having to do port translation.

No need to go any further if this is not your problem or if you understand port forwarding etc.

Good luck,
SteveJ

Most VPN applications have a hard time with double NAT type of arrangements. It depends on the particular software. The only one I know that will plow through this is NCP Secure Entry (www.ncp-e.com). You can also look for NAT Traversal variables to see if that helps.

Another way to get around this is to hook one wireless router up in bridge mode so that users get their IP address from the base router. Then there is more likelihood that VPN packets will traverse.  ... Thinkpads_User

Stevej
Your understanding is clear and I do have port forwarding on the internal (wired router) But you lost me on port translation

If you want to RDP from the internet, you will need a port forwarding rule on the wireless router, from the specified port number to the wired router's IP.
And then a port forwarding rule on the wired router for that port number to the server's IP.

Also, in this situation, it would be unusable for the wired router to be obtaining an external IP via DHCP.    Both WAN and LAN  IPs  need to be static and in different subnets,  with the  default gateway on the internal router set to the  'external' router's  LAN IP  (on the same subnet as the internal router's WAN interface).

Note,
Stacking routers in this manner is not recommended,  and there can be various types of subtle connectivity issues for the hosts stacked behind the 2nd router that attempting to stack routers will cause for various protocols.   It is most recommended to disable NAT on the internal wired router, place its LAN interface on a separate subnet,  set default gateway to the external router,  and establish a static route on the external router for the  internal router's LAN  subnet  with destination of the internal router's WAN IP address.

I am far from this job site and will try Stevej's solution when I return. This makes the most sense for my application.